JOURNAL ARTICLE

Convenient Synthesis of β‐C‐Acyl Glycosides and its Application in the Synthesis of Scleropentaside A, Scleropentaside B and the Derivatives of Dapagliflozin.

  • Published In: Chemistry - A European Journal, 2025, v. 31, n. 20. P. 1 1 of 3

  • Database: Academic Search Ultimate 2 of 3

  • Authored By: Fang, Ya; Ma, Wei; Zhou, Zhaobo; Wang, Xuanjia; Chen, Xi; Wang, Jiaxiang; Wang, Xiaolei 3 of 3

Abstract

C‐Glycosides are a common feature in numerous bioactive natural compounds and play a crucial role as mimics of O/N‐glycosides. Our process for synthesizing β‐C‐acyl glycosides involves a reductive cross‐coupling of protected glycosyl bromides with the corresponding carboxylic acid, followed by base‐assisted deprotection and isomerization. This method is compatible with diverse glycosyl donors, including disaccharides. Consequently, we achieved the total synthesis of the natural products scleropentaside A and scleropentaside B with exceptional efficiency. These β‐C‐acyl glycosides can be readily transformed into novel forms of C‐glycosides capable of disrupting signaling pathways linked to various pathological conditions, such as diabetes. [ABSTRACT FROM AUTHOR]

Additional Information

  • Source:Chemistry - A European Journal. 2025/04, Vol. 31, Issue 20, p1
  • Document Type:Article
  • Subject Area:Chemistry
  • Publication Date:2025
  • ISSN:0947-6539
  • DOI:10.1002/chem.202500044
  • Accession Number:184298606
  • Copyright Statement:Copyright of Chemistry - A European Journal is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

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